Enantio- and Diastereoselective Construction of Quinazolinones with N–N Axial and Point Chirality via NHC Organocatalysis

We have developed an NHC-catalyzed atroposelective [3 + 3] annulation of enals with quinazolinone-derived aminomaleates for the efficient synthesis of axially chiral dihydropyridinone-containing quinazolinones. This method successfully introduces both the N-N axis and central chirality into biologically important quinazolinones in a single step, with moderate-to-good diastereoselectivities and excellent enantioselectivities, and also exhibits a broad substrate scope and excellent functional group tolerance.